ChemicalBook > CAS DataBase List > Nicorandil

Nicorandil

Product Name
Nicorandil
CAS No.
65141-46-0
Chemical Name
Nicorandil
Synonyms
2-[(Pyridin-3-ylcarbonyl)amino]ethyl nitrate, N-[2-(Nitroxy)ethyl]pyridine-3-carboxamide;SG-75;Dancor;IKOREL;Zynicor;SIGMART;ADANCOR;Nicordil;PERISALOL;Nicorandi
CBNumber
CB1291140
Molecular Formula
C8H9N3O4
Formula Weight
211.17
MOL File
65141-46-0.mol
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Nicorandil Property

Melting point:
92°C
Boiling point:
350.85°C (rough estimate)
Density 
1.4271 (rough estimate)
refractive index 
1.7400 (estimate)
RTECS 
US4667600
storage temp. 
2-8°C
solubility 
DMSO: >10mg/mL
form 
powder
pka
12.70±0.46(Predicted)
color 
white to off-white
Merck 
14,6521
CAS DataBase Reference
65141-46-0
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Safety

Hazard Codes 
Xn
Risk Statements 
22-41
Safety Statements 
26-39
WGK Germany 
3
HS Code 
29333990
Toxicity
LD50 in rats (mg/kg): 1200-1300 orally; 800-1000 i.v. (Nagano)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H242Heating may cause a fire

H302Harmful if swallowed

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P235Keep cool.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P370+P378In case of fire: Use … for extinction.

P410Protect from sunlight.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
N3539
Product name
Nicorandil
Purity
≥98% (HPLC)
Packaging
50mg
Price
$86
Updated
2024/03/01
Sigma-Aldrich
Product number
N3539
Product name
Nicorandil
Purity
≥98% (HPLC)
Packaging
250mg
Price
$347
Updated
2024/03/01
TCI Chemical
Product number
N0837
Product name
Nicorandil
Purity
>98.0%(HPLC)(T)
Packaging
100mg
Price
$66
Updated
2024/03/01
TCI Chemical
Product number
N0837
Product name
Nicorandil
Purity
>98.0%(HPLC)(T)
Packaging
1g
Price
$124
Updated
2024/03/01
Alfa Aesar
Product number
J60879
Product name
Nicorandil, 98+%
Packaging
250mg
Price
$81.65
Updated
2024/03/01
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Nicorandil Chemical Properties,Usage,Production

Chemical Properties

Nicorandil is N-(2-hydroxyethyl)-nicotinamide nitrate (ester). It is a white crystalline powder or white needles with a faint, characteristic odour. It is freely soluble in methanol, ethanol, acetone or glacial acetic acid, slightly soluble in chloroform or water, almost insoluble in ether or benzene. Melting point 88.5-93.5 ℃. Acute toxicity LD50 rat (mg/kg): 1200-1300 orally, 800-1000 intravenously.

Originator

Chugai (Japan)

Uses

Nicorandil is a vasodilator used for the prophylaxis and treatment of angina. This medication widens blood vessels thus increasing the blood and oxygen flow to the heart. It is not currently available in the US.
Nicorandil is a nitric oxide donor and ATP-sensitive potassium channel opener. A study showed that Nicorandil is able to protect against stress-induced cell death in dystrophin-deficient cardiomyocytes and also preserve cardiac function in the mdx mouse heart subjected to ischemia and reperfusion injury.

Definition

ChEBI: Nicorandil is a pyrimidinecarboxamide that is nicotinamide in which one of the hydrogens attached to the carboxamide nitrogen is replaced by a 2-(nitrooxy)ethyl group. It has both nitrate-like and ATP-sensitive potassium channel activator properties, and is used for the prevention and treatment of angina pectoris. It has a role as a vasodilator agent and a potassium channel opener. It is a pyridinecarboxamide and a nitrate ester. It derives from a nicotinamide.

Preparation

Nicorandil is obtained by treating nicotinic acid chloride hydrochloride with nitro-oxy-ethyl-amine nitrate in an organic solvent.

Nicorandil was synthesized from 2-aminoethanol by a four step process. In order to protect the amino group during nitration, 2-aminoethanol was first treated with phthalic anhydride. The amide formed was then nitrated using a nitrating mixture and was subsequently deprotected by reacting with hydrazine hydrate. The 2- nitroxyethylamine obtained was condensed with nicotinoyl chloride in pyridine. Treatment with aqueous sodium bicarbonate solution gave nicorandil as free base.
synthesis of Nicorandil

brand name

SIGMART; PERISALOL

Biochem/physiol Actions

Nicorandil is a hybrid ATP-sensitive K+ (KATP) channel opener and nicotinamide nitrate NO donor. Nicorandil selectively activates SUR2B- versus SUR2A-containing KATP channels. It enhances endothelial NO synthase expression and protects against ischemic ventricular arrhythmias. By activating potassium channels, and donating nitric oxide to activate the enzyme guanylate cyclase, Nicorandil causes activation of GMP leading to both arterial and venous vasodilatation. Nicorandil is selective for vascular potassium channels, but has no significant action on cardiac contractility and conduction.

Clinical Use

Nicorandil is used for the prevention and treatment of chronic stable angina. It is usually used when angina becomes difficult to control by other drugs and is given as an additional treatment.

Drug interactions

Potentially hazardous interactions with other drugs
Avanafil, sildenafil, tadalafil and vardenafil: enhanced hypotensive effect - avoid.
Riociguat: possible enhanced hypotensive effect - avoid.

Metabolism

Metabolism of nicorandil is mainly by denitration of the molecule into the nicotinamide pathway. About 20% of a dose is excreted in the urine mainly as metabolites

Mode of action

The coronary vasodilating activity of nicorandil is considered to be the consequence of the increasing cyclic GMP production by stimulating guanylyl cyclase in the coronary vascular smooth muscle, similar to other nitrates/nitrites (in vitro). In addition, other mechanisms such as hyperpolarization of the cell membrane were investigated concerning its coronary blood flowincreasing and coronary vasospasmolytic effects.
The vasorelaxant effect of nicorandil in isolated blood vessels is suppressed by an ATP-sensitive K channel blocker or a guanylate cyclase inhibitor. Moreover, in a canine model of acute heart failure, the cardiac haemodynamics-improving effect of the drug (e.g. effect of increasing the aortic blood flow) was suppressed by an ATP-sensitive K channel blocker. Furthermore, the drug caused an increase in the cGMP content in isolated blood vessels. These facts suggest that the vasodilating effect of the drug is related to the effect of opening the ATP-sensitive K channel, as well as to the effect of increasing production of cGMP.

Nicorandil Preparation Products And Raw materials

Raw materials

Preparation Products

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Nicorandil Suppliers

Guangzhou Dreampharm Biotechnology Co., Ltd.
Tel
17825480238
Fax
QQ 3008233717
Email
3008233717@qq.com
Country
China
ProdList
9844
Advantage
12
Jinan Wald Chemical Co., Ltd.
Tel
0531-88773586 13210588999
Fax
053188773586
Email
304264064@qq.com
Country
China
ProdList
195
Advantage
58
Xi'an Kaimeike New Material Co., Ltd.
Tel
13720451009
Email
13720451009@163.com
Country
China
ProdList
152
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15848
Advantage
69
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
zhangsn@titansci.com
Country
China
ProdList
14113
Advantage
59
Wuhan Wei Shunda Technology Development Co., Ltd.
Tel
86-027-88774375
Fax
86-027-88416321
Email
mwmwhot@163.com
Country
China
ProdList
233
Advantage
65
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View Lastest Price from Nicorandil manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
nicorandil 65141-46-0
Price
US $0.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
20tons
Release date
2023-10-10
WUHAN FORTUNA CHEMICAL CO., LTD
Product
Nicorandil 65141-46-0
Price
US $0.00/G
Min. Order
100G
Purity
98%min
Supply Ability
30KG/month
Release date
2023-01-31
Hebei Mojin Biotechnology Co., Ltd
Product
Nicorandil 65141-46-0
Price
US $4100.00/Kg/Bag
Min. Order
25Kg/Bag
Purity
99.0%
Supply Ability
200ton
Release date
2021-10-08

65141-46-0, NicorandilRelated Search:


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